pyridine-4-carbaldehyde

• ChemBase ID: 89462
• Molecular Formular: C6H5NO
• Molecular Mass: 107.11
• Monoisotopic Mass: 107.03711379
• SMILES: n1ccc(cc1)C=O
• Canonical SMILES: O=Cc1ccncc1
• InChI: InChI=1S/C6H5NO/c8-5-6-1-3-7-4-2-6/h1-5H
• InChIKey: BGUWFUQJCDRPTL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridine-4-carbaldehyde
• IUPAC Traditional name: 4-formylpyridine
• Synonyms: Pyridine-4-carboxaldehyde; 4-Pyridinecarboxaldehyde; Isonicotinaldehyde; Pyridine-4-carboxaldehyde 97%; 4-Pyridinecarboxaldehyde; isonicotinaldehyde; 吡啶-4-甲醛; 吡啶-4-甲醛; 4－吡啶甲醛

Database IDs

• CAS Number: 872-85-5
• EC Number: 212-832-3
• MDL Number: MFCD00006425
• Beilstein Number: 105342
• PubChem SID: 162076342; 24898732; 24888037
• PubChem CID: 13389

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.46615183
• LogD (pH = 7.4): 0.46805143
• Log P: 0.46807572
• Molar Refractivity: 30.4851 cm^3
• Polarizability: 11.323382 Å^3
• Polar Surface Area: 29.96 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: clear brown-yellow liquid (clear)
• Melting Point: -4°C; -4°C
• Boiling Point: 198°C; 71-73 °C/10 mmHg(lit.); 81-84°C
• Flash Point: 179.6 °F; 75°C; 75°C(167°F); 82 °C
• Density: 1.132; 1.137 g/mL at 20 °C(lit.)
• Refractive Index: 1.544; 1.5440; n20/D 1.544; n20/D 1.544(lit.)

Safety Information

• Storage Warning: Air & Light Sensitive; Irritant/Keep Cold/Air Sensitive
• RTECS: NR9400000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38; 36/37/38-43
• Safety Statements: 24-26-37-60; 26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H317-H335-H227; H315-H319-H335
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (GC); 97%; 98%
• Grade: purum
• Impurities: ≤1% pyridine-2-carboxaldehyde
• Empirical Formula (Hill Notation): C6H5NO

DETAILS

Sigma Aldrich - P62402

Packaging
25, 100, 500 g in glass bottle

Sigma Aldrich - 82730

Other Notes
For the preparation of pyridine-containing polymers (glass beads) for enzyme immobilisation1,2

REFERENCES

• In the presence of DBU, converts amines to carbonyl compounds, e.g. benzylamines to benzaldehydes: Synthesis, 756 (1982):
  
• The reaction is also useful for the conversion of ɑ-amino acids to ɑ-keto acids.